tropylium bromide | 33372-10-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: tropylium bromide
• 英文别名: 7-Bromocyclohepta-1,3,5-triene
• CAS: 33372-10-0
• 化学式: C₇H₇Br
• 分子量: 171.037
• InChiKey: NIKWBXHFOWNFKZ-UHFFFAOYSA-N

物化性质

• 沸点：
  178.9±29.0 °C(Predicted)
• 密度：
  1.444±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  tropylium bromide 在 三乙基硅烷 、 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以80%的产率得到环庚三烯
  参考文献：
  名称：

  Bolestova, G. I.; Shevchenko, N. V.; Parnes, Z. N., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 12.2, p. 2224 - 2227

  摘要：

  DOI：

文献信息

• UV photoelectron spectroscopic and computational study of 7-substituted cycloheptatrienes
  作者：T Bajorek、N H Werstiuk

  DOI：10.1139/v08-041

  日期：2008.5.1

  The He(I) photoelectron (PE) spectra of cycloheptatriene (1), 7-methylcycloheptatriene (2), 7-methoxycycloheptatriene (3), 7-methylthiocycloheptatriene (4), and 7-diemthylaminocycloheptatriene (5) were recorded and interpreted using MO energies and ionization potentials acquired from B3PW91 calculations. Partial simulated PE spectra were in good agreement with the experimental results. The axial and equatorial conformers have distinct PE spectra as illustrated by simulation. The PE spectra of 2, 3, and 5 are representative of the equatorial conformers, while the PE spectrum of 4 was in accord with a 1:1 mixture of equatorial and axial conformational isomers based on spectral simulation. The calculated free energy differences between the equatorial and axial conformers are in the order of 2 kcal mol^–1 (1 cal = 4.184 J) for compounds 2, 3, and 5, where the equatorial conformational isomer is lowest in energy. In the case of 4, the equatorial conformer was only marginally lower in energy than its axial counterpart, where the free energy difference is 0.1 kcal mol^–1.Key words: 7-substituted cycloheptatrienes, He(I) photoelectron spectroscopy, B3PW91, spectral simulation.

  记录了环庚三烯（1）、7-甲基环庚三烯（2）、7-甲氧基环庚三烯（3）、7-甲硫基环庚三烯（4）和 7-二甲氨基环庚三烯（5）的 He（I）光电子（PE）光谱，并利用 B3PW91 计算获得的 MO 能量和电离势对其进行了解释。部分模拟 PE 光谱与实验结果非常吻合。模拟结果表明，轴向构象和赤道构象具有不同的 PE 光谱。2、3 和 5 的聚乙烯光谱是赤道构象的代表，而根据光谱模拟，4 的聚乙烯光谱与赤道和轴向构象异构体 1:1 的混合物相符。对于化合物 2、3 和 5，计算得出的赤道构象异构体和轴向构象异构体的自由能相差 2 kcal mol-1 （1 cal = 4.184 J），其中赤道构象异构体的能量最低。在 4 的情况下，赤道构象异构体的能量仅略低于其轴向异构体，自由能差为 0.1 kcal mol-1：7-取代环庚三烯 He（I）光电子能谱 B3PW91 光谱模拟
• Syntheses of 9-cyclohepta-2,4,6-trien-1-yl-9H-xanthen-9-ol and related alcohols by a novel umpolung method
  作者：Ibraheem T. Badejo、Rafik Karaman、Nga Wing Irene Lee、Eric C. Lutz、Maria T. Mamanta、James L. Fry

  DOI：10.1039/c39890000566

  日期：——

  Several 9-alkyl derivatives of xanthen-9-ol have been synthesized by a novel umpolung method involving reactions of the dianion of xanthen-9-one with alkyl halides.

  黄嘌呤-9-醇的几种9-烷基衍生物已经通过新颖的化学合成方法合成，该方法涉及黄嘌呤-9-的二价阴离子与卤代烷的反应。
• 1-Cyclohepta-2,4,6-trienyl-selanes—a77Se NMR study: Indirect nuclear77Se13C spin–spin coupling constants and application of density functional theory (DFT) calculations
  作者：Bernd Wrackmeyer、Zureima García Hernández、Max Herberhold

  DOI：10.1002/mrc.1946

  日期：2007.3

  selanes even in dilute solutions and at low temperature, they could be characterised by their 1H, 13C and 77Se NMR parameters. Coupling constants 1J(77Se,13C) were measured and calculated by DFT methods at the B3LYP/6‐311+G(d,p) level of theory. The comparison of experimental and calculated coupling constants 1J(77Se,13C) included numerous selenium carbon compounds with largely different SeC bonds, revealing

  1-Cycleheta-2,4,6-trienyl-selanes Se(C7H7)2 (2c), RSeC7H7，其中 R = Bu, tBu, Ph, 4-FC6H4 (12a,b,c,d)通过相应的硅烷 Si(SeMe3)2 和 RSeSiMe3 分别与溴化托鎓 C7H7Br 反应制备。尽管即使在稀溶液和低温下，硒烷的稳定性也很低，但它们的 1H、13C 和 77Se NMR 参数可以对其进行表征。耦合常数 1J(77Se,13C) 通过 DFT 方法在 B3LYP/6-311+G(d,p) 理论水平上测量和计算。实验和计算耦合常数的比较 1J(77Se,13C) 包括许多硒碳化合物，它们具有很大不同的 SeC 键，揭示了令人满意的一致性。自旋-偶极子 (SD) 和顺磁自旋轨道 (PSO) 项都对自旋-自旋耦合相互作用有显着贡献，除了费米接触 (FC) 项。版权所有 © 2006
• Molecular Structure and Reactivity of Tri(1-cyclohepta-2,4,6-trienyl)amine, N(C₇H₇)₃
  作者：Max Herberhold、Jinnan Liu、Wolfgang Milius

  DOI：10.1515/znb-2004-0104

  日期：2004.1.1

  Compared with the tertiary phosphane P(C₇H₇)₃ (1), the amine N(C₇H₇)₃ (2) possesses the structure of a flattened trigonal pyramid with a sum of CNC angles of 350.0° (cf. 300.2° (av.) in 1). The heteroatom (with the lone pair) is situated 27.0 pm above the C₃ basal plane in 2, but 86.4 pm in 1. The amines N(C₇H₇)₃ (2), NH(C₇H₇)₂ (2a) and N(Ph)(C₇H₇)₂ (2b) react with tropylium tetrafluoroborate, [C₇H₇]BF₄, to give N-tropylidene-(1-cyclohepta-2,4,6-trienyl)-immonium tetrafluoroborates, [(C₇H₆)N(R)(C₇H₇)]BF₄ 3 (R = H, from 2 and 2a), 4 (R = Ph, from 2b), which have been characterized by their IR and NMR (¹H, ¹³C) spectra.

  与三级膦P(C₇H₇)₃（1）相比，胺N(C₇H₇)₃（2）具有扁平三角锥形结构，CNC角度之和为350.0°（与1中的平均值300.2°相比）。在2中，杂原子（带孤对电子）位于C₃基面上方27.0 pm，而在1中为86.4 pm。胺N(C₇H₇)₃（2）、NH(C₇H₇)₂（2a）和N(Ph)(C₇H₇)₂（2b）与四氟硼酸曲苯铵[C₇H₇]BF₄反应，得到N-环庚二烯基亚胺四氟硼酸盐，[(C₇H₆)N(R)(C₇H₇)]BF₄ 3（R = H，由2和2a反应得到），4（R = Ph，由2b得到），并通过它们的红外和核磁共振（¹H，¹³C）光谱进行了表征。

• Intrinsically labelled solid support
  申请人：Zeneca Limited, a London corporation

  公开号：US20030113805A1

  公开（公告）日：2003-06-19

  A compound library comprises a plurality of different units each comprising a solid support with which is associated a single member of the compound library, each solid support has a defined chemical composition which acts as an intrinsic label capable of identifying the first choice in the synthesis of the associated member of the compound library.

  化合物库由多个不同的单元组成，每个单元包括一个固体支持物，该固体支持物与化合物库中的一个成员相关联，每个固体支持物都有一个确定的化学成分，该化学成分作为一个内在标签，能够识别化合物库中相关成员合成过程中的第一选择。